Explain the terms inductive and electromeric effects. Which electron displacement effect explain the following correct orders of acidity of the carboxylic acids?
(a) Cl3CCOOH > Cl2CHCOOH > ClCH2 COOH
(b) CH3CH2COOH > (CH3)2 CHCOOH > (CH3)3CCOOH
Inductive Effect: The inductive effect refers to the polarity produced in a molecule as a result of higher electronegativity of one atom compared to another.Atoms or groups which lose electron towards a carbon atom are said to have +1 Effect.
Those atoms or groups which draw electron away from a carbon atom are said to have -I Effect.
Commomexamples of -I effect are:
NO2, F, Cl, Br, I, OH etc.
Examples of +1 effect are (Electron releasing)
(CH3)2C— , (CH3)2CH—, CH3CH2— CH3— etc.
Electromeric effect: The electromeric effect refers to the polarity produced in a multiple bonded compound as it is approached by a reagent.
The atom A has lost its share in the electron pair and B has gained this share.
As a result A acquires a positive charge and B a negative charge. It is a temporary effect and takes place only in the presence of a reagent.
(a) -I-effect as shown below:
As the number of halogen atoms decreases, the overall -I- effect decreases and the acid strength decreases accordingly.
(b) +I-effect as shown below:
As the number of alkyl groups increases, the +I-effect increases and the acid strength
decreases accordingly.
Classify the following reactions in one of the reaction type studied in this unit.
(a) CH3CH2Br + HS– ———–> CH3CH2SH + Br–
(b) (CH3)2C=CH2 + HCl ———–> (CH3)2CCl—CH3
(c) CH3CH2Br + HO– ———–> CH2=CH2 + H2O + Br–
(d) (CH3)3C—CH2OH + HBr ———–> (CH3)2 C Br CH2CH2CH3 + H2O
The IUPAC name for
(a) 1-Hydroxypentane-l, 4-dione
(b) 1,4-Dioxopentanol
(c) l-Carboxybutan-3-one
(d) 4-Oxopentanoic acid
Electronegativity of carbon atoms depends upon their state of hybridization. In which of the following compounds, the carbon marked with asterisk is most electronegative?
Two or more compounds having same the molecular formula but different functional groups are called functional isomers. Which of die following pairs are not functional group isomers?
(a) II and III (b) II and IV
(c) I and IV (d) I and II
Suggest a suitable technique for separating naphthalene from kerosene oil present in a mixture.
What are electrophiles? Explain electrophile substitution reaction with the help of example.
(a) 1 -Chloro-2-nitro-4-methylbenzene
(b) l-Chloro-4-methyl-2-nitrobenzene
(c) 2-Chloro-1 -nitro-5-methylbenzene
(d) m-Nitro-p-chlorotoluene
In the Lassaigne’s test for ntrogen in an organic compound, the Prussian blue colour is obtaine d due to the formation of:
(a) Na4[Fe(CN)6] (b)Fe4[Fe(CN)6]3
(c) Fe2[Fe(CN)6] (d)Fe3[Fe(CN)6]4 .
By mistake, an alcohol (boiling point 97 °C) was mixed with a hydrocarbon (boiling point 68 °C). Suggest a suitable method to separate the two compounds. Explain the reason for your choice.
Name a suitable technique of separation of the components from a mixture of calcium sulphate and camphor.
Why is it necessary to use acetic acid and not sulphric acid for acidification of sodium extract for testing sulphur by lead acetate test?
Write the name of element which is confirmed on adding Na2[Fe(CN)5NO] in sodium extract solution due to appearance of violet colouration.
(a) What do you understand by Homolytic fission?
(b) What are carbanions? Give an example.
(a) Which is more suitable method for the purification of a compound in liquid state which decomposes at or below its boiling point?
(b) How will you separate a mixture of ammonium chloride and common salt?
Covalent bonds can undergo fission in two different ways. The correct representation involving the heterolytic fission of CH3 – Br is
Hyperconjugation involves delocalization of .
(a) electrons of carbon-hydrogen σ bond of an alkyl group directly attached to an atom of unsatUrated system.
(b) electrons of carbon-hydrogen σ bond of alkyl group directly attached to the positively charged carbon atom.
(c) π-electrons of carbon-carbon bond.
(d) lone pair of electrons.
Give a brief description of the principles of the following techniques taking an example in each case: (a) Crystallisation (b) Distillation (c) Chromatography
How will you separate a mixture of two organic compounds which have different solubilities in the same solvent?
0 .12 g of an organic compound containing phosphorous gave 0.22 g of Mg2 P2O7 by usual analysis. Calculate the percentage of phosphorous in the compound.
(a) 2-Ethyl-3-methylpentane
(b) 3,4-Dimethylhexane
(c) 2-sec-Butylbutane
(d) 2,3-Dimethylbutane
What are hybridisation states of each carbon atom in the following compounds? CH2=C=O, CH3CH=CH2, (CH3)2CO, CH2=CHCN, C6H6.
Indicate the a- and n-bonds in the following molecules:
C6H6 , C6H12, CH2Cl2, CH=C=CH2, CH3NO2, HCONHCH3
Describe the method, which can be used to separate two compounds with different solubilities in a solvent S.
(a) What is the basic principle involved in the estimation of nitrogen by Dumas method.
(b) In a Dumas nitrogen estimation method, 0.30 g of an organic compound gave 50 cm3 of N2 collected at 300 K and 715 mm Hg pressure. Calculate the percentage composition of nitrogen in the compound. (Vapour pressure of water at 300 K is 15 mm Hg)
Compounds with same molecular formula but differing in their structures are said to be structural isomers. What type of structural isomerism is shown by
Why is nitric acid added to sodium extract before adding silver nitrate for testing halogens ?
Explain the reason for the fusion of an organic compound with metallic sodium for testing nitrogen, sulphur and halogens.
Explain, why an organic liquid vaporises at a temperature below its boiling point in its steam distillation ?
0.15 g of an organic compound gave 0.12 g of Ag Br by the Carius method. Find percentage of Br in the compound.
Explain hyperconjugation effect. How does hyperconjugation effect explain the stability ofalkenes ?
(a) What is Lassaigne’s extract? Will NaCN give a positive Lassaigne’s test for nitrogen?
(b) Which colour will appear in the Lassaigne's test if the compound contains both nitrogen and sulphur.
(c) Why is Lassaigne’s extract prepared in distilled water? Can we detect oxygen in a compound by Lassaigne’s test?
Electrophilic addition reactions proceed in two steps. The first step involves the addition of an electrophile. Name the type of intermediate formed in the first step of the following addition reaction.
H3C-HC = CH2 + H+→ ?
(a) 2 °Carbanion
(b) 1 ° Carbocation
(c) 2 ° Carbocation
(d) l °Carbanion
